Urea and thiourea derivatives of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1, 2, 4]triazolo[4,3-a]pyrazine: Synthesis,characterization, antimicrobial activity and docking studies

Abstract

An efficient and robust synthetic procedure was developed primarily for the synthesis of a precursor compound; 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1, 2, 4]triazolo[4,3-a]pyrazine (11), from 2-chloropyrazine (7) through the chemical transformations such as hydrazine substitution, trifluoroacetyl group induction, cyclization and pyrazine ring reduction. A new series of urea derivatives 13a-e and thiourea derivatives 13f-j of compound 11 have been synthesized and the structures of all the compounds were confirmed using spectroscopic analyses such as IR, ¹H NMR, ¹³C NMR, LC-MS and HRMS. The newly synthesized compounds were screened for their in vitro antimicrobial activity against five bacteria and two fungi, in which compounds 13d, 13i and 13j displayed potential activity against bacterial strains and 13a, 13d, 13g and 13j against fungal strains with the MIC values in the range of 6.25–25.0 µg/mL. An overall comparison of the activity results revealed that thiourea derivatives contain better activity than that of urea compounds. Molecular docking studies on poly (ADP-ribose) polymerase 15 (ARTD7, BAL3) demonstrated that all the synthesized compounds possess significant binding energies (-8.1 to -9.8?kcal/mol) with no adverse effect in the active site of protein.     

Acoustic phonon mode softening in InCd alloy single crystals

To examine the effect of alloying In with Cd on the lattice stability, the elastic constants of single crystals of the tetragonal In 3.42 at.% Cd alloy have been determined. The shear modulus $\text{1}\text{2}\text{(C}{}_{11}\text{? C}{}_{12}\text{)}$ is even less in the alloy than in In and decreases rapidly as temperature rises. It is concluded that the [110], q6[$\text{1}\text{1}\text{0}$] acoustic phonon mode is soft near the zone centre and softens even further as the phase boundary demarking the incipient diffusionless phase transition is approached.     

Cobalt(II) Complex Catalysed Epoxidation with Molecular Oxygen

Cobalt(II) complexes 1 or 2, catalyses the epoxidation of alkenes in the presence of molecular oxygen and 2-methylpropanal in high yields.     

New substituted 2-aminomethyl-2-oxo-2λ5-perhydro-[1,3,2]oxazaphospholo [3,4-a]pyridine: Design,synthesis and antimicrobial activity

The synthesis of a new series of P-heterocyclic compounds, substituted 2-aminomethyl-2-oxo-2λ⁵-perhydro-[1,3,2]oxazaphospholo[3,4-a]pyridine derivatives 8(a-j), was accomplished. A key intermediate, 2-(chloromethyl)-2-oxo-2λ⁵-perhydro-[1,3,2]oxazaphospholo[3,4-a]pyridine (6) was primarily synthesized by the condensation of (±)-2-piperidinemethanol (4) and chloromethylphosphonic dichloride (5); subsequently, it was treated with various heterocyclic amines/benzylamines/aminoacid esters, 7(a-j) to obtain the desired products. The structures of the newly synthesized compounds were elucidated by ¹H, ¹³C, and ³¹P NMR spectroscopy, mass spectra and elemental analyses. The biological potency of title products was investigated by screening in vitro antimicrobial activity. The bio-screening data revealed that most of the synthesized derivatives showed potent growth of inhibition against fungi while compared with bacteria. Particularly, compounds 8c and 8i against bacterial strains, and 8a and 8f against fungi exhibited promising activity.     

Thermal variation of the rotatory power of crystals of NaClO3 and NaBrO3

The thermal variation of rotatory power of crystals of NaClO₃ and NaBrO₃ has been measured in the visible and ultraviolet region of the spectrum. The rotatory power of NaClO₃ increases on heating whereas that of NaBrO₃ decreases. On the other hand the refractive index decreases with rise of temperature for both crystals. The observations are shown to be consistent with the temperature derivative of refractive and rotatory dispersion formulae.